Synthesis, experimental and computational spectroscopic investigations of third-order nonlinear optical material (E)-N′-(benzo[d][1,3]dioxol-5-ylmethylene)benzohydrazide

Abstract

An organic nonlinear optical material (E)-N′-(benzo [d][1,3]dioxol-5-ylmethylene) benzohydrazide (BDMB) has been successfully synthesized and characterized using spectroscopic techniques. Vibrational analysis has been carried out with the help of potential energy distributions to identify the functional groups. The 13 C and 1 H-NMR chemical shift values are in good agreement with the theoretical results. Intramolecular stabilization by donor-acceptor interactions could be witnessed through natural bond orbital analysis. The one-electron excitation from the conduction band to the valence band was expressed by π-π * transition at 324 nm. The energy gap (3.96 eV) is calculated from the optical spectrum which explains the charge transfer mechanism of BDMB. The hyperpolarizability of the BDMB molecule is 30.8538 × 10 −30 esu, which is 82 times greater than that of urea (β 0 = 0.3728 × 10 −30 esu). The third-order nonlinear absorption coefficient (β) and nonlinear refractive index (n 2 ) are calculated to be 6.24 × 10 −5 cm W −1 and 1.19 × 10 −9 cm 2 W −1 , respectively. Based on these points, BDMB can be projected with nonlinear properties for realizing new applications.

Design of A-D-A-Type Organic Third-Order Nonlinear Optical Materials Based on Benzodithiophene: A DFT Study

“…At present, the design and synthesis of high-performance NLO materials in organic and inorganic systems still meet major challenges [ 4 ]. In recent decades, many materials exhibited good optical nonlinearity, including organic materials [ 5 , 6 , 7 , 8 ], perovskite quantum dots [ 9 ], nanoclusters [ 10 , 11 , 12 , 13 , 14 ], organic-inorganic hybrid materials [ 1 , 15 , 16 ], etc. Among them, organic compounds that are easy to synthesize, with the advance of lower dielectric coefficients, have attracted wide attention [ 7 ].…”